108 Homestead Street
Massive turnkey four-family investment in Dorchester

Location
Dorchester, MASold Price
$1,580,000Sold Date
August 8, 2025Bedrooms
10Bathrooms
7Square Footage
6,109 Sq FtLot Size
-Year Built
1900Fully renovated units with high rental income potential
One of a kind, massive 4 Family located on the Dorchester/Roxbury line. All 4 units are turn key with market rents and have all been completely renovated. This home would also be perfect for a potential condo conversion. The two top units are extremely spacious 3 bed 1 1/2 baths with a private deck with central air, in unit washer and dryers and updated kitchen with stainless steel appliances.
There is one 2/3 bed 2 bath unit that includes an eat in kitchen and offers a huge master bedroom with an ensuite bath that has also been fully renovated early this year. The lower level unit has also been completely renovated with custom cabinetry, a brand new bath and much more! This building generates just under $13,000.00 a month, with the potential to earn even more. You won't want to miss this one!













Trevor was intentional and supportive throughout my home search. He exposed me to a wide range of options, helping me figure out what truly mattered to me.
He never pushed me in any direction—instead, he empowered me with information and strategy while making it clear the decision was mine. Buying in a competitive market can be overwhelming, but Trevor’s calm, confident approach made the process feel manageable. That really set him apart.
Julianna
Homebuyer


Julianna describes her experience working with Trevor Wissink-Adams to purchase a condo in Jamaica Plain, one of Boston's most desirable neighborhoods.
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One-of-a-Kind Service
Protect yourself from unwarranted price increases.
Expert Market Analysis
Accurate, data-informed insights shaped by neighborhood knowledge.
Strategic Buying Plan
A clear path forward—from narrowing priorities to writing winning, confident offers.
Personalized Support
Response, human-centered service tailored to your needs, timeline, and comfort.